Ultimate Italy: The best of Italy in two insane weeks

A perfect two-week itinerary in Italy that includes just about everything: Rome, Florence, Venice, Tuscan & Umbrian hilltowns (including Siena, Pisa, and Assisi), the Amalfi Coast, Pompeii, the Cinque Terre, the Italian Lakes, and Milan

Italy 2-week Ultimate itinerary map
Click on the map to see a larger version and the itinerary-at-a-glance daily calendar.

Itinerary in brief

Here is an itinerary that takes in a sampling of everything Italy has to offer in just two weeks. It is the most jam-packed two-week Italy tour on this site.

It spends several days each in the great cities of Rome, Venice, and Florence for all the ancient Roman ruins, Renaissance art, and canal cruises you can handle.

You visit the ancient ghost city of Pompeii and explore the hilltowns of TuscanyPisa with its Leaning Tower, Gothic Siena, the wines of Chianti, and the medieval towers of San Gimignano and Monteriggioni—and of neighboring Umbria—genteel Perugia and mystical Assisi, home of St. Francis.

Where to spend each night
Hotels in Rome (days 1-5)
Hotels on Amalfi Coast (day 4 option)
Hotels in Florence (days 6–9)
Hotels in Cinque Terre (day 10)
Hotels in Venice (days 11–13)
Hotels in Verona (day 13 option)
Hotels in Sirmione (day 13 option)

Hotels in Milan (days 14-15)
Hotels on Lake Como (day 15 option)
The tour is not all just about art, ancient Rome, and the Middle Ages, though.

You also get ot mingle with the jet set in the Amalfi Coast towns of Positano, Amalfi, and Sorrento (even Capri, if you're particularly ambitious).

You will hike the Cinque Terre fishing villages at the tip of the Italian Riviera, and check out the fair city of Milan and Verona, where Shakespeare set Romeo and Juliet and the ancient Roman amphitheater still hosts operas and rock concerts under the stars.

And at the end there is time to relax on the shores of two of the fabled nothern Italian lakes: Lake Garda and Lake Como.

The Ultimate Italy Tour: Day by Day

Day 1 - Rome: The heart of Rome

The Pantheon
The Pantheon in Rome.
Take a tour
If you prefer an expert guide for your sightseeing, here are some walking tours from our partners at Viator.com that cover many of the sights featured on this day:

Best of Rome Afternoon Walking Tour
Baroque Rome Small Group Day Tour
Rome Photography Walking Tour: Learn How to Take Professional Photos
Classical Rome Morning Tour
Rome Angels and Demons Half-Day Tour
Private Tour: Classical Rome Art History Walking Tour
Ancient Rome Half-Day Walking Tour
Rome Hop-on Hop-off Double Decker Bus Tour (no site entries)
MORNING: Most transatlantic flights land in Rome in the early morning (around 8am), and by the time you collect your bags, go through customs/immigration, get downtown, and check into your hotel, it'll by 11am—plenty of time to check in, splash your face, and head out for an afternoon of sightseeing.

Just don't give in to the urge to lie down and take a cat-nap. Trust me. Those first-day "catnaps "have a nasty habit of lasting until 7pm, at which point it takes supreme willpower to drag yourself out of bed to find dinner. Best just to stay moving and stay awake.

Now I know the first day can be rough, what with jet lag and the fact that you probably didn't sleep well on the plane, so today, though it seems packed with activity, is really not all that taxing. It's mostly just poking around the greatest churches of the Tiber Bend, the center of the old city (plus one small museum). Plan to spend only about 10–15 minutes inside each church—give yourself permission just to look at the highlights and not to try and appreciate every altarpiece and architectural element—and you will keep on schedule and not feel too overwhelmed.

Piazza Navona
Piazza Navona.
AFTERNOON: Sitting down to a leisurely lunch will only exacerbate the jet lag, so just grab a quick bite en route to Rome's prettiest square, the gracious, fountain-studded, cafe-lined Piazza Navona.

Pop out of the north end of the piazza to see the church of Sant'Agostino (works by Caravaggio and Raphael inside), then head south past San Luigi dei Francesi (more great Caravaggios) to the courtyard hiding the curly-cue dome atop Sant'Ivo alla Sapienza. Walk through the courtyard, past the church, and out the east side of the building to Piazza Sant'Eustachio, home to the most famous cappuccino in Rome at the Caffé Sant'Eustachio. Don’t linger too long, or the jet lag will start to catch up with you (an extra cappuccino or two helps).

Just a bit farther east is the noble Pantheon, the only ancient Roman temple to survive the millennia virtually intact and one of the best sights in all of Rome (if you skip everything else on this day, at least see the Pantheon).

The area around the Pantheon is the best spot in Rome for ice cream fans, so don't forget to try some gelato (Italian ice cream) in between the sights (gotta keep your strength up, after all).

Just south of the Pantheon, on the piazza with the Bernini statue of an elephant carrying a tiny obelisk on its back, rises Santa Maria Sopra Minerva, a gothic church with Michelangelo's Risen Christ statue and Filippo Lippi frescoes inside.

Head north, past the baroque optical illusions in the church of Sant'Ignazio and the ancient Roman Column of Marcus Aurelius, then turn east across the Corso to find the iconic Trevi Fountain, into which it's tradition to toss a few coins and will ensure that, one day, you'll return to the Eternal City.

The evening passeggiata along Rome's Via del Corso.
The evening passeggiata along Via del Corso.
Head north again from the Trevi Fountain, perhaps pausing for another gelato at nearby San Crispino—after all, how will you know whcih is best if you don't try them all? You're aimig for the lovely and lively Spanish Steps. Mingle for a while, then window shop down fashionable Via dei Condotti and the surrounding streets.

By now, the evening passeggiata see-and-be-seen stroll will be in full swing, so you can strut your stuff with the Romans along main drag Via del Corso and Via del Babuino—both of which lead north to converge at Piazza del Popolo, home to the fabulous church of Santa Maria del Popolo at the far end of the square. If you manage to make it here before the church closes at 7pm, so much the better, as inside are works by Raphael, Caravaggio, and Bernini.

Passeggiata your way back south to find a hearty and well-deserved dinner somewhere in the Old City.

(I know you're exhausted, but Italians eat late, so try to hold out until at least 6:30 or 7pm before heading to a restaurant).

» Stay: Rome

Day 2 - Rome: Rome of the Caesars

The Roman Forum
The Roman Forum in Rome.
Take a tour
If you prefer an expert guide for your sightseeing, here are some walking tours from our partners at Viator.com that cover many of the sights featured on this day:

Skip the Line: Ancient Rome and Colosseum Half-Day Walking Tour
Private Tour: Ancient Rome and Colosseum Art History Walking Tour
Ancient Rome Half-Day Walking Tour
Imperial Rome Afternoon Tour
Private Tour: Imperial Rome Art History Walking Tour
• Private Tour: Ancient Roman Art History Walking Tour
Capitoline Museums and Origins of Rome Walking Tour
MORNING: Rome's all about Caesars, right? Start off day two in Rome by crawling around the ruins of the Roman Forum, where, two millennia ago, great orators held forth, senators debated, and Julius Caesar strode the streets.

Unfortunately, little is left to see in this dusty jumble of foundations, arches, and standing columns—and much left to the imagination. But so much the better, as this way you can be out by 11:30 and on your way to see Michelangelo's Moses in the church of San Pietro in Vincoli before it closes at 12:30pm.

AFTERNOON: After lunch (the old-school wine bar Cavour 313 is conveniently located nearby), pay a visit to the Colosseum. You just kind of look at it, take a peek inside at the floor plan, and you're done (save time in the often long lines by booking your entry ahead).

Now walk several long blocks farther south to tour the church of San Clemente, with medieval mosaics glittering in the apse, Renaissance frescoes in the chapels, and a door off the gift shop leading down to the first of several basements that provide an unparalleled tour through Rome's layer cake of history: below the current, medieval church is a 4th century church, and below that is a pagan temple to Mithras and the remains of several ancient Roman buildings, streets, and the splashing waters of a still-functioning aqueduct (go ahead and fill your water bottle; the water is clean, cold, and delicious).

Catch a bus to head back north to Piazza Venezia, at the north end of the Forum. Nearby is the elevated square Piazza del Campidoglio, where the Capitoline Museums will entertain you with ancient sculpture and Renaissance and baroque painting until 7pm.

Make sure that before sunset you nip around the back of the right side of the central building on Piazza del Campidoglio where you're treated to a surprise panorama of the Forum from above, with the Palatine Hill and the Colosseum as a backdrop. Have dinner in the Old City tonight.

» Stay: Rome

Day 3 - Rome: Vatican & St. Peter's

The Sistine Chapel cieling
The Sistine Chapel ceiling in Rome.
Take a tour
If you prefer an expert guide for your sightseeing, here are some walking tours from our partners at Viator.com that cover many of the sights featured on this day:

Skip the Line: Vatican in One Day
Private Tour: Vatican Museums and St Peter's Art History Walking Tour
Skip the Line: Vatican Museums, Sistine Chapel and St Peter's Basilica Half-Day Walking Tour
Skip the Line: Vatican Museums Walking Tour including Sistine Chapel, Raphael's Rooms and St Peter's
Skip the Line: Vatican Museums Tickets
Private Viewing of the Sistine Chapel and Vatican Museums
Private Tour: Vatican Museums Walking Tour
Skip the Line: Vatican Museums and Sistine Chapel Tour
Rome Angels and Demons Half-Day Tour
MORNING: Today we spend on the other side of the river from the bulk of old Rome. Be up bright and early (I know, you never seem to get to sleep in) so that you beat the legions of tour buses to the Vatican Museums. , which open at 9am.

Spend all morning in there, drinking in such artistic wonders as Raphael's Transfiguration, Caravaggio's Deposition, the Raphael Rooms, and Michelangelo's incomparable Sistine Chapel ceiling.

Early risers who want to cram more in can visit St. Peter's first—it opens at 7am—spend 90 min. there, then walk around the Vatican walls to tour the Vatican Museums when they open at 9am. This'll free up more time later for Castel Sant'Angelo and some sights in Trastevere.
AFTERNOON: They shoo you out in early afternoon, so grab a snack on your way around the Vatican walls to visit the grandiose church of St. Peter's. See Michelangelo's Pietà and tour the tombs of popes under the basilica before climbing its dome for a panoramic sweep of the city across the river.

If you finish with St. Peter's quickly, you may want to head to the pope's nearby Renaissance fortress, the Castle Sant'Angelo on the river, which has a nifty museum of arms and armor. (If, however, you left for this trip on Friday, today would be a Monday and the castello is closed—which is why you visited the Vatican today; its one of the few museums open Mondays in Rome.)

Either way, spend the evening in the medieval neighborhood of Trastevere, where you can find lots of excellent Roman restaurants.

» Stay: Rome

Day 4 - Pompeii, Amalfi Coast, & Capri

Take a tour
If you prefer an expert guide and no-hassle transportation (and not have to bother switching hotels but rather continue to be based out of Rome), here are some Pompeii and Amalfi Coast day trip tours from Rome from our partners at Viator.com that cover many of the sights featured on this day:

• Pompeii Day Trip from Rome
Pompeii and Amalfi Coast Small Group Day Trip from Rome
Rome to Pompeii Shuttle Bus & Independent Day Trip
Pompeii and Vesuvius Day Trip from Rome
Naples and Pompeii Day Trip from Rome
Pompeii and Amalfi Coast Small Group Day Trip from Rome
• Sorrento and Pompeii Small-Group Tour from Rome
A street at Pompeii
A street at Pompeii.
ALL DAY: While it's possible to do Pompeii and the Amalfi Coast in a single day—and even to do so on your own—the train connections are confusing and time-consuming, so this is one trip where it pays either to take a direct shuttle, or best left to a group bus tour through Viator (www.viator.com)—which offers both a Pompeii-and-Naples day trip from Rome as well as a popular Pompeii-Amalfi Coast trip—or some outfit like Enjoy Rome (www.enjoyrome.com).

It'll take all day, include lunch, and probably also a stop to see some of the sights of Naples on your way south, past Mt. Vesuvius, to the ancient Roman ghost town of Pompeii.

If you take a tour, great; it means you get to spend all of tomorrow (Day 5) in Rome. If you decide to go it alone, however, I highly recommend staying the night down in the Amalfi Coast (or Capri), which does mean you'll spend the next morning simply returning to Rome, leaving only the afternoon for sightseeing.

OK, so to go it alone: Grab an early morning train (earliest you can drag yourself out of bed for; seriously: try the 7:34am IC, which will have you in Naples by 9:30am, then run downstairs, since the Pompeii train leaves at 9:40am) to Naples. At the Napoli Centrale train station, head downstairs to switch to the separate Circumvesuviana commuter line (a more-complicated-than-it-needs-to-be procedure detailed here). The ride takes 36 minutes. You should aim to get to Pompeii between 10am and 11am.

Spend the remainder of the morning and early afternoon amid the ruined city (either have packed a bag lunch, or grab a panino from one of the stands across from the entrance). Make sure you bring plenty of water, sunscreen, and a hat. Try to be out of the Pompeii site by 2pm.

Continue on the Circumvesuviana to the end of the line at Sorrento (about another 30 minutes). If you're staying here, drop your bags at your hotel before hopping the Amalfi Coast bus. If not, either leave the train station either to (a) hop one of the Amalfi Coast–bound buses parked just out front, or (b) catch the local city bus down to the docks and a ferry over to spend the night on the island of Capri.

If you choose to go the Amalfi Coast route, you have your pick of where to spend the night: posh Positano, historic Amalfi, or (via another bus from the Amalfi) the garden hilltown of Ravello. (If you're staying in Sorrento, after you've wandered around Amalfi a bit and seen its handful of sights, hop the return bus back up the coast.)

Real gung-ho types might even be able to swing hopping a ferry (in summer only) from Positano or Amalfi over to Capri to spend the night there—I wouldn't necessarily recommend this, as you're squeezing your time a bit too tightly, but some folks just dream of visiting Capri.

Real, real gung-ho types might even be able to ride the bus to Amalfi, then switch to another bus to continue down the (more scenic and less-developed) southern half of the Amalfi Coast to Salerno, and once there get aboard a late train all the way back to Rome. You can do it, but you'd have to be sure to be on the 7pm bus from Amalfi to Salerno at the latest; that gets into Salerno at 8:15pm, leaving you precious little time to make the 8:42pm train back to Rome—last one of the night, arriving at 11:15pm.

» Stay: Amalfi or Positano or Ravello or Sorrento or Capri or Rome

Day 5 - Rome: Hidden treasures

Take a tour
If you prefer an expert guide for your sightseeing, here are some walking tours from our partners at Viator.com that cover either of the sights featured on this day—you can even do both, as the Borghese Gallery tours are at 3pm, and the Trastevere one starts at 6pm (except in winter):

Skip the Line: Borghese Gallery and Gardens Walking Tour
Private Tour: Borghese Gallery and Baroque Rome Art History Walking Tour
Skip the Line: Borghese Gallery Tickets (no tour; just the tickets)
Trastevere and Rome's Jewish Ghetto Half-Day Walking Tour
Santa Maria in Trastevere
Santa Maria in Trastevere in Rome.
MORNING: Get up early and make your way back to Rome(or, if you did Day 4 as a day trip from Rome, feel free to sleep in and spend the morning as you wish).

You should arrive back in Rome in time for lunch.

AFTERNOON: After lunch, grab the 116 minibus to the Porta Pinciana (you'll see a park across the street; it's called the Villa Borghese). Enter the park and take the first path on your right (Viale di Museo Borghese) to get to the Galleria Borghese by your scheduled entry time (TIP: you will need to purchase tickets in advance for this; see the "Before You Leave" sidebar at the end of this itinerary). Tour its collections of amazing early Bernini sculptures and Raphael and Caravaggio paintings until they kick you out.

Take whatever time you have left in the day to do whatever the heck you feel like. You've earned it—and you're probably getting tuckered out. Personally, I'd spend it back in the medieval artisans district across the Tiber known as Trastevere, visiting its little churches, hanging out in a café, and soaking up the roman lifestyle until it was time for dinner—again, Trastevere is positively packed with restaurants, from the traditional to the trendy, so there's no way you exhausted the possibilites when you ate here back on Day 3.

» Stay: Rome

Day 6 - Florence: Renaissance 101

The Duomo
The Duomo in Florence.
Take a tour
If you prefer an expert guide for your sightseeing, here are some walking tours from our partners at Viator.com that cover many of the sights featured on this day (as a bonus, many include the Accademia, which would free up tomorrow morning):

All sights:
• Florence Half-Day or Full-Day Sightseeing Tour
Private Tour: Florence Sightseeing Tour

• Skip The Line: Best of Florence Walking Tour including Accademia Gallery and Duomo
Skip the Line: Florence Renaissance Walking Tour with Accademia Gallery
• Private Tour: Florence Walking Tour
• Florence Walking Tour

 • Skip the Line: Florence Uffizi Gallery Tickets
• Skip the Line: Florence Uffizi Gallery Tour
• Skip the Line: Uffizi Gallery and Vasari Corridor Walking Tour
• Skip the Line: Small Group Florence Uffizi Gallery Walking Tour
• Skip the Line: Florence Accademia and Uffizi Gallery Tour
MORNING: Grab an early train to Florence and drop your bags by the hotel.

Head directly to the Duomo(cathedral) to climb Brunelleschi's ingenious and noble dome for a panorama across the city, then duck into the adjacent baptistery to marvel at the mosaics inside and the massive bronze doors outside—the ones facing the Duomo are so beautiful they became known as the Gates of Paradise.

AFTERNOON: Be sure you extricate yourself from the cathedral group by 1pm so that you can wander a few blocks south for a lunch on-the-go at I Fratellini, a traditional fiaschetteria, a hole-in-the-wall joint with no seats, just a counter selling wine by the glass and scrumptious sandwiches to patrons who stand in a crowd on the flagstones of the sidewalk and pedestrianized street.

Then continue a few more blocks to the stage set of Piazza della Signoria, filled with statues and lined by buildings the Medici would still recognize.

Opening off the south side of the square is world's premier gallery of the Renaissance, the Uffizi (TIP: another museums for which you'll want to purchase tickets before leaving home). Spend the rest of the afternoon communing with Giotto, Botticelli, da Vinci, Michelangelo, Raphael, Caravaggio, and Titian until they boot you out the doors at 7:30pm. Have a Tuscan feast at Il Latini before bed.

» Stay: Florence

Day 7 - Tuscany: Hilltowns, vineyards, & leaning towers

Il Campo
Piazza del Campo in Siena. (Photo by Zyance)
Take the tour!
The only way to fit it all in on an all-day escorted tour with partners at Viator.com:

• Tuscany in One Day Sightseeing Tour (12 hrs)

There are other day trip options if you want to take things more slowly and do just a few of the towns:

Siena/San Gimignano:
• Siena and San Gimignano Small Group Day Trip from Florence (8 hrs)
• Private Tour: Siena and San Gimignano (8.5 hrs)
• Siena and San Gimignano (8.5 hrs)

• Private Tour: Pisa and the Leaning Tower from Florence (4 hrs)
• Pisa and the Leaning Tower Half-Day Trip from Florence (5.5 hrs)
• Private Tour: Lucca and Pisa from Florence (10 hrs)

The Chianti
• Small Group Chianti Wine Region Day Trip from Florence (8 hrs)
• Chianti Region Wine Tasting Half-Day Trip from Florence (5 hrs)
• Private Tour: Chianti Wine Tasting (5–9 hrs)
• Chianti Region Wine-Tasting and Dinner Half-Day Trip (8 hrs)
• Horse Riding in Chianti Day Trip (6 hrs)
• Vespa Day Trip to the Chianti (6 hrs)
• Tuscany Bike Tour in the Chianti (7 hrs)

• 5-Day Best of Italy Trip (5 days/4 nights)
ALL DAY: OK, you could conceivably fit in two or three of those towns listed above on your own using public transportation—maybe four if you rent a car and do everything at a dead run.

But honestly, the only reasonable way to cram this much Tuscany into one day is to let someone else do the driving—and the parking, and the guiding, and the entry tickets, and the taking care of finding everything and knowing all the background information...

That's why I highly recommend the Tuscany in One Day Sightseeing Tour offered by our partners at Viator.com. It is a long one—12 hours, getting up at 8:30am and not returning to Florence until 8:30pm—but you get a lot for your $108.

Cruise past the walled hilltown of Monteriggioni en route to the king of the Tuscan hilltowns, Siena, which you can tour with the guide or on your own. (If you opt for the latter, try to squeeze in both the wondrously frescoed rooms of the Palazzo Pubblico town hall on the main square, the gorgeous sloping scallop-shell of Il Campo, and a quick spin around the zebra-striped 12th century Duomo, with its medieval carved pulpit and a library frescoed in bright, Fujifilm colors by Umbrian master Pinturicchio—helped by a young apprentice named Raphael).

The towers of San Gimignano
The towers of San Gimignano.
After a drive through the Chianti—and lunch and a wine-tasting class at a Chianti vineyard—you check out the Medieval Manhattan of San Gimignano, a picture-postcard hilltown bristling with stone towers.

Last stop: Pisa, with its gorgeous gaggle of Gothic buildings on the Campo dei Miracoli (The "Field of Miracles"), and a chance to climb the famous Leaning Tower of Pisa.

The tour drops you back off in Florence around 8:30pm—exhausted, but with loads of famous Tuscan sights added to your list of vacation accomplishments. Time for a celebratory dinner—and early bed time.

» Stay: Florence

Day 8 - Florence: Michelangelo & The Medici

Michelangelo's David in the Accademia
Michelangelo's David in the Accademia
Take a tour
If you prefer an expert guide for your sightseeing, here are some walking tours from our partners at Viator.com that cover many of the sights featured on this day:

• Skip the Line: Accademia Gallery Tickets
Skip the Line: Accademia Gallery Tour
• Skip the Line: Accademia and Uffizi Tour
• Skip The Line: Best of Florence Walking Tour, incl Accademia Gallery and Duomo
• Skip the Line: Florence Renaissance Walking Tour with Accademia Gallery
• Florence Half-Day or Full-Day Sightseeing Tour
Private Tour: Florence Sightseeing Tour
MORNING: Florence rule #1: Be in line at the Accademia when it opens to see Michelangelo's David before the crowds arrive. (Avoid the hour-long wait altogether by reserving your tickets.)

Don't linger since before lunch you need to swing by Santa Maria Novella church for a look at the first Renaissance painting to use perfect perspective and a Ghirlandaio fresco cycle on which a young apprentice named Michelangelo helped out.

AFTERNOON: After a quick lunch, and while the city is shut down for the mid-day riposo, make your way over to the Giotto frescoes in Santa Croce church (it stays open all day), Florence's version of Westminster Abbey and the final resting place of Michelangelo, Galileo, Rossini, and Machiavelli with an excellent leather school in the back.

On your way back over to the heart of town, stop by Vivoli for the best gelato (ice cream) the world has ever known. Licking your cone, head back toward the center of town to cross the jewelry shop–lined medieval bridge Ponte Vecchio over to the artisans' quarter known as the Oltrarno.

Here you'll find the Medici's grand Pitti Palace, whose painting galleries will keep you occupied until closing time at 7pm. The Oltrarno is full of good, homey restaurants where you can kick back, toast your 48 hours in Florence, and avow a return.

» Stay: Florence

Day 9 - Umbrian Hilltowns: Perugia & Assisi

ALL DAY: It's time to explore the two greatest hilltowns of Umbria, and the easiest way to do that is on yet another guided tour—this time a private tour of Perugia and Assisi. (It's not that I'm pushing guided tours here, it's that they are honestly the most convenient and, believe it or not, cheapest way to go. For up to two people, this will actually work out cheaper than renting a car and doing it on your own; for three people, you're about breaking even—and you still get a professional guide and driver to do all the work.)

The tour takes you first to the capital of Umbria, Perugia, which is really just a hilltown in city clothing, with some fantastic frescoes and carvings in its fountains, town hall, and churches. (Also the home town of Perugina chocolates; yum.)

You then head south to the famed pilgrimage hilltown of Assisi, where hometown hero St. Francis began his monastic career and the massive, two-story basilica erected in the saint's honor was covered inside, floor to ceiling and in all the chapels and nooks, with masterful frescoes by the Titans of pre-Renaissance Gothic painting—Giotto, Cimabue, Simone Martini, and the Lorenzetti brothers.

Eleven hours later, you are dropped back at your Florence hotel, ready for dinner.

» Stay: Florence

Day 10 - Cinque Terre: Hiking the Riviera

Take a tour
If you prefer an expert guide for your sightseeing and want to stay based in Florence—which would make the transfer tomorrow to Venice far easier—you can take a day tour to the Cinque Terre with our partners at Viator.com; one is for hikers, the other for those who just wish to see a few of the villages:

Cinque Terre Hiking Day Trip from Florence (13 hr.)
• Cinque Terre Small Group Day Trip from Florence (9.5 hr.)
Vernazza in the Cinque Terre
Vernazza in the Cinque Terre.
ALL DAY: If you're going to do this in a single day by public transport (as opposed to taking a roundtrip tour from Florence; see box to the right), it is imperative that you get the 7:27am train from Florence to Riomaggiore (via train changes at Pisa and La Spezia). This will get you into the southernmost of the Cinque Terre villages at 10:08am: plenty of time to check into your accommodations and start hiking. If you miss that train, the earliest you can get into the Cinque Terre is 1:02pm—and you've wasted the bulk of the day.

Set out as soon as you can to hike the coastal trail that links all five of the colorful fishing villages that make up the Cinque Terre, inaccessible by car (though linked by a regional rail line that spends most of its time tunneling from town to town through the sea cliffs) and as yet only moderately touched by tourism (except June through August, when its packed with Rick Steves' fans—Damn you, Rick!).

The trails from town to town get progressively steeper and more challenging as you move north—from and easy 45-minute Via del Amore stroll between Riomaggiore and Manarola, to the largely level path above a beach Manarola and Corniglia (the only cliff top village of the five), to a scenic mix of moderate-to-tough trails and one long staircase between Corniglia and Vernazza (the postcard village of the bunch, picturesquely curved around a cove), and finally the tough, two-hour steep ascent and descent between Vernazza and Monterosso, the northernmost of the Cinque Terre. Or, you know, vice versa. You can hike it either way.

My vote: Take the train all the way to Monterosso and start the morning with the two workout stretches. Besides, coming in this direction, the first view of Vernazza as you come around the cliff is unforgettable (and if you do forget, it's plastered on postcards everywhere). Also, this way lets the going get easier as the day winds down, allowing you to finish with a sunset stroll back into Riomaggiore.

» Stay: Cinque Terre

Day 11 - Venice: Paintings & gondolas

The Grand Canal
The Grand Canal in Venice.
Take a tour
Though no tours of the Accademia are offered, you can get book a gondola ride with our partners at Viator.com:

• Venice Gondola Ride and Serenade
• Venice Gondola Ride and Serenade with Dinner
• Venice Walking Tour and Gondola Ride
MORNING: There's really no way around this: to get from the Cinque Terre to Venice requires some tiresome train changes and long journeys. The best option leaves Riomaggiore at 7:27am and arrives in Venice at 1:17pm (with changes at La Spezia and Bologna.

(Another option for die-hards who don't want to waste a second of sightseeing is taking off the night before on the overnight train that leaves Riomaggiore at 8:52 and arrives in Venice at the yawningly early hour of 5:26am the next day, though note that the train changes—11:08pm at Parma, 12:54am at Bologna—aren't terribly convenient for sleeping.)

If, however, you've done the Cinque Terre as a guided day trip and are leaving from Florence, there's an hourly bullet train called the Frecciargento that makes the trip in a cool 2 hrs. 3 min.—leave Florence at 8:30am, you're in Venice at 10:33am; sleep in and leave on the 9:30am and you're still in Venice by 11:33am, with loads for time to check into your hotel and get a proper lunch.

OK: assume you're arriving from the Cinque Terre directly. At least those six hours on the train will give you plenty of time to rest up, grab lunch from the cart or restaurant car, and prepare, once you arrive in Venice, to dive into the city of canals (not literally). Luckily, the vaporetto (ferry—kinda the public bus system of Venice) from the train station to all sights in the historic center cruises right down the famous Grand Canal.

AFTERNOON: Check into your hotel as quickly as possible then spend the balance of the afternoon perusing the Renaissance masterpieces in Venice's Accademia Gallery(yes, it has same name as a museum in Florence; this is because both are part of their city's "Academy" of Fine Arts).

If you have time (and for a chance of pace), also try to fit in an hour or so admiring the modern art—yes! Italy has modern art, too!—at the lovely Peggy Guggenheim museum nearby.

Take a gondola ridebefore dinner (yeah, it's a bit cheesy—and expensive—but you wouldn't want to have come all this way and not done it, either), and wander the quiet, romantic streets a while after your meal.

» Stay: Venice

Day 12 - Venice: St. Mark's & Secrets of the Doges

The mosaics of San Marco
The mosaics of San Marco.
Take a tour
If you prefer an expert guide for your sightseeing in Venice, here are some walking tours from our partners at Viator.com that cover many of the sights featured on this day:

San Marco:
Skip the Line: Venice Walking Tour with St Mark's Basilica
• Skip the Line: St Mark's Square Highlights Tour
• Skip the Line: Venice in One Day

Palazzo Ducale:
Skip the Line: Venice Walking Tour with Doges Palace

Outlying islands:
• Murano, Burano and Torcello Half-Day Sightseeing Tour
• Private Tour: Murano, Burano and Torcello Half-Day Tour
MORNING: In the morning, head straight to one of Europe's prettiest squares, the canalside Piazza San Marco. Wander the glittering mosaicked wonderland of its Byzantine San Marco cathedral and ride the elevator up the bell towerfor a sweeping view across the city and its canals.

Take the "Secret Itineraries" tour of the Doge's Palace at 10:45am for a behind-the-scenes look at Venetian history and intrigue from its Renaissance days as the world's trading and shipping powerhouse.

(It’s wisest to book this tour ahead of time, but not necessarily from home before you leave. Dropping by the afternoon before or even first thing in the morning before touring San Marco, should be sufficient. Still, just in case you want to be sure you get a ticket by booking in advance, I've spelled out the process here.)

AFTERNOON: Spend the afternoon however you’d like: shoppingfor Venice's famous glass trinkets, popping into more museums (my vote: the Ca' d'Oro, the grandest of the Renaissance palazzi along the Grand Canal) and churches, or simply have fun getting lost in the twisting, confounding, unspeakably beautiful back streets of Venice.

If any of your days in Venice happens to be a Sunday, do not miss the 6:345pm mass in the Cathedral of St. Mark's—the only time they throw on all the light switches to illuminate all of those amazing gold mosaics.
Another option (and a personal favorite): take off on a ferry for the outlying islands of Murano, where the glass industry started and a bit like a Venice in miniature, and Burano, a fishing village of riotously colored houses along miniature canals. It’s about an hour's ride out and back, and you should spend about an hour on each island.

If you time things just right, you should be motoring back to downtown Venice (and a celebratory canal-side final dinner) right as the setting sun sends sparkling streamers across the waters of the lagoon with the bell towers of Venice as a backdrop. Perfect.

» Stay: Venice

Day 13 - Choice: Venetian islands or Verona & Lake Garda

Take a tour
If you prefer not to hassle with the public transportation (or a rental car) and want an expert guide, you have the option to visit Verona, Lake Garda, and Lake Como entirely on escorted tours. There are two options:

OPTION 1: Escorted daytrips: These all leave from Milan, so on Day 13 you would take a train there first thing, spend the rest of Day 13 seeing Milan itself—as outlined for "Day 14" (below)—then take the following escorted tours from our partners at Viator.com, one each on Day 14 and Day 15:
• Verona and Lake Garda Day Trip from Milan
• Lake Como Day Trip from Milan

OPTION 2: Three-day tour: There is also a three-day tour of Verona, Lake Garda, Lake Como, and Milan that leaves from Venice (actually, day 1 of this tour is just free time in Venice, so bascially it is a two-day tour—but it includes that hotel night in Venice, which is nice)—saving you ever more hassle:
• 3-Day Northern Italy Tour from Venice: Verona, Italian Lakes and Milan

OPTION 3: On your own: If you do choose to do it all on your own, you still might want to take one of these tours of Verona once you are there:
• Verona City Hop-on Hop-off Tour
• Verona Segway Tour
The Venetian island of Murano.
The Venetian island of Murano.
ALL DAY: You really have a choice today.

Option 1: You've been going pretty pell mell for two weeks straight, so feel free to spend another day in Venice just relaxing—perhaps taking that tour of Venice's outlying islands mentioned above and doing it today, taking a bit more time on each and also heading to a third island, Torcello, wonderfully undeveloped, with simple, swampy canals and a gorgeously mosaicked church.

Option 2: Or you can keep going full throttle and squeezed in a bit the Veneto's highlights. The main train line from Venice to Milan (where you need to end up tomorrow) has trains every half hour which stops at two equally compelling places where you might want to get off, Verona (of Romeo and Juliet fame) and Desenzano (gateway to Lake Garda).

You could try to squeeze in both, if you limit yourself in Verona to just taking in the bustling marketplace on Piazza delle Erbe and a peek at nearby "Juliet's balcony" (in short: Shakespeare chose approximations of the names of two real rival families in Verona for his play, but the plot is, of course, made up—or, rather, stolen from the Greeks; all the Romeo and Juliet–associated "sights" in Verona are fanciful, but fun). Also take a look at the Arena, a midget Colosseum—and most perfectly preserved ancient Roman amphitheater in Italy—where they still perform operas. It's well worth sticking around town and getting a hotel if there's a performance on for the night tickets are still available (not an issue, in my experience, and I've been three times).

No Opera? No problem. Hop back on the train and continue to Desenzano del Garda, where you can get a half-hourly bus to Sirmione, a pretty little medieval village-turned-resort (with the scenic ruins of a Roman villa) perched near the tip of an impossibly skinny peninsula jutting up into the massive Lago di Garda, largest of the Italian lakes. Twenty minutes later, you'll be walking over the bridge, under the guard tower, and past the pocket-sized castle that guards this little medieval island-village. Find your hotel, drop your luggage, and take a stroll to eat gelato or simply sit at a café and watch the sun set beyond the lake's shores, the Alps glowing purple off to the north in the distance.

» Stay: Venice or Verona or Sirmione

Day 14 - Milan: The Last Supper

Take a tour
If you prefer an expert guide, here are some tours from our partners at Viator.com that cover many of the sights featured on this day:

• Skip the Line: Small-Group Milan Walking Tour with Da Vinci's Last Supper Tickets
• Milan Half-Day Sightseeing Tour with Da Vinci's Last Supper
• Private Tour: Milan Walking Tour
• Milan Brera Museum Walking Tour
• Milan by Night Tour
MORNING: Grab a—you guessed it—early train and get to Milan by late morning.

From Sirmione: The total ride (bus plus train from Desenzano del Garda) takes about 2 hr. The latest train you can catch that gives you enough time in Milan to make it worthwhile leaves Desenzano at 9:52am and gets in at 10:55am, after which there's a 2.5-hour gap until the next train (which wouldn't get you to Milan until early afternoon—too late to do much of use).

From Venice: The ride takes about 2.5 hr. I'd try for the 7:50am or 8:32am train. As above, the latest useful train leaves Venice at 8:50am and gets in at 11:25am, after which there's a two-hour gap until the next train.

From Verona: The ride takes 1.5 to 2 hrs. There are 2–3 trains per hour starting around 6am, but the latest useful run is the 10:05am, which get into Milan at 11:25.

The two biggies to see in Milan are Leonardo da Vinci's faded by still mighty Last Supper(yet another thing you really should book ahead), and the massive Gothic Duomo, its exterior studded with hundreds of statues bristling with pinnacles and spires (climb to the roof for a chance to step through and around the buttresses and spires, admire the statues up close, and get a great city panorama).

If you've the time (and you're not all museumed out by now), check out Milan's greatest painting gallery in the Brera. I also love the smaller but choice collection in the Pinacoteca Ambrosiana (Da Vinci, Caravaggio, Titian, Botticelli, and Raphael's cartoon sketch for the famed School of Athens in the Vatican).

If you're really lucky, you might be able to nab last-minute tickets for a performance at Milan's famed opera house La Scala tonight (lines form along the lateral arcade to the left of the main entrance; ask at the tourist office for details).

If not (or after the show), head out for a last supper of your own in the southern Navigli district of canals, once a big part of Milanese commerce but today turned into a hopping nightlife district, the old canals lined by dozens of restaurants, trendy bars, and nightclubs.

» Stay: Milan

Day 15 - Lake Como: Bellagio & Como

Take a tour
If you prefer an expert guide, here is a day trip to Lake Como from Milan with our partners at Viator.com:

Lake Como Day Trip from Milan (9 hrs.)
The easiest way by far is to take a guided day tour like the nine-hour Lake Como Day Trip from Milan, which visits the town of Como, with time for sightseeing, shopping, and lunch, then takes a cruise along the lake to the village of Bellagio before returning to Milan in the early evening.

If you want to go it alone on public transportation, hop a train at Milan's Stazione Centrale direct to the lakeside town of Varenna (1:03 hr.). There is a train only once every two hours, so try for the 8:20am from Milan so you're there by 9:23am.

In Varenna, wander the terraced gardens of Villa Monastero and Villa Cipressi, then board the 10:25am ferry across the lake to the postcard village of Bellagio. The boat takes only 10 minutes, giving you plenty of time to meet at Piazza della Chiesa 4, just up the main road from the port, for the 11am tour of the gardens and mansion of the famous Villa Serbelloni (you must book ahead: tel. +39-031-951-1555 or +39-031-950-204).

Splash out on lunch in Bellagio at Barchetta before moving on down the lake to the town of Como, famous for centuries for its fine silks. The bus is more frequent but slower (70 min). Faster and far more scenic is a Lake Como cruise (40 min.) along the lake's southwestern arm, sliding past elaborate villas surrounded by sumptuous gardens that run all the way down to the water's edge (www.navigazionelaghi.it). You might catch the 2:42pm ferry—which would give you more time in Como—if not, the next (and final) boat to Como leaves at 3:31pm (at 3:27pm on Sundays)

From Como's lakeside Piazza Cavour and adjacent Giardini Pubblici gardens, make your way to the town's main square, Piazza del Duomo with its statue-studded Gothic-Renaissance Duomo. South of here, amid the tangle of medieval alleys lined by wood-beamed buildings of shopping drag Corso Vittorio Emanuele II, rises the ancient church of San Fedele. Tucked into the city's southwest corner is the gorgeous Romanesque Basilica di Sant'Abbondio church, built in the 11th century and elaborately frescoed inside in the 14th century. In summer especially, you might have time to take a quick trip up the Brunate Funicular (Lungo Lario Trieste, tel. +39-031-303-608, www.funicolarecomo.it) on the northeast end of town for some spectacular lake views.

Though there are plenty of fine restaurants in town, my favorite is the simple home-cooking at the comfy, inexpensive trattoria favored by theater types, local ladies' auxiliary, and hometown soccer team: Ristorante Sociale (Via Rodari 6; tel. +39-031-264-042; www.ristorantesociale.it; closed Tuesday).

[This day is spelled out in more detail on the Lake Como in 1 day page.]

Stay the night in Como.

» Stay: Milan or Como

Day 16 - Heading home

ALL-DAY: Most flights back to the U.S.leave either in the morning or early afternoon. Either way, the day's largely a wash. You'll spend the morning getting to the airport and the day in the air.

If you stayed last night in Milan, here are the details for getting to the airport.

If you stayed last night in Como, in the morning grab the Ferrovie Nord rail line (www.ferrovienord.it) from Como to Saronno, where you transfer (quickly! the trains don't stop for long) to another line out to Malpensa Aeroporto for your flight (2–3 trains per hour; total travel time: 60–80 min.).

Remember: Even if you have a 3pm flight, you have to check in by 1pm, which means you have to head to the airport by noon, which means you have to leave your hotel by 10:30... The day's pretty much shot by the time you wake up.

I hope you had a great trip. Try to catch up on your trip journal on the plane—oh, and be sure to grab some good plane snacks before you head to the airport (foccaccia's my favorite)—Italian food beats airline food any day of the week.


Tips & links

Consider a tour

I'm all for planning your own trip‚ and this website is set up to help you do just that—but some people might just as well prefer to leave all the planning, logistics, transportation, lodging, and gathering of information to the professionals and simply sign up with a guided tour.

Nothing wrong with that. Just take my advice and choose a tour that emphasizes small groups over large crowds, local transport over big tour buses, and fun cultural experiences over sightseeing checklists. You'll have a better time, and probably spend less for it. Here are a few of my favorite tour companies who emphasize just that.

1-5 days

1-2 weeks

Useful links
How it all fits into 2 weeks

A tall order for just two weeks? You bet. But there are three tricks to fitting all you can into such a short time here.

  1. Two weeks actually lasts 16 days (figuring you leave on Friday night for your overnight flight, and you don’t return until two Sundays after). » more 

  2. You're going to fly "open-jaws" into Rome and out of Milan.This will save you a full day of traveling back to where you started to pick up the return flight» more 

  3. You are going to take some guided daytours to visit the towns and sights outside the big cities in order to (a) pack as much sightseeing as possible into a limited amount of time, (b) get a professional guide, and (c) provide all transportation so you can spend your time seeing the sights and not waiting on train and bus connections.

Don't forget to pay attention to the "What to do before you leave" section (next) covering all the details you need to take care of before leaving home—and be sure to read the "Foolish Assumptions" page about how these itineraries are meant to work. (Note that there's also a brief, calendar-view of this itinerary with a much larger map available.)

What you need to do before you leave home
How to use this itinerary

The basic itinerary above is pretty packed—a lot of early morning wake-ups, a lot of churches and museums—because there's simply so much to see and do in Italy.

By all means, feel free to prune this itinerary down to something a bit slower paced if you don’t want to spend so much time running around (say, leaving out a few hilltowns—Pienza or Orvieto—or perhaps the Cinque Terre, or maybe Pompeii). I've even gone ahead and whipped up a sane version of this itinerary that leaves out Pompeii and the Cinque Terre.

Think of this more as a blueprint to squeezing in the maximum possible. You should, above all, have fun.

Don't overplan

I will freely admit to being as guilty as anyone of this, but: Please try not to overplan your trip to Italy. That's a two-fold plea:

  1. Plan everything, but don't feel compelled to stick to the plan. I think it's a fine idea to work out all the details of what you plan to do—if nor no other reason than it will help you get a handle of what you are able to get done, and start making the hard choices of what you have time for and what you should leave for the next trip to Italy. (Always assume you will retrun!)

    But then do not book absolutely every second in advance (that leaves no room to adjust things as you go to accommodate changing interests, sudden festivals, or unexpected invitations), and please do not attempt to stick to the schedule if it turns out to be overly ambitious and startrs making you miserable.

    Rememeber Clark W. Griswold, the Chevy Chase dad in the Vacation movies, always bound and detemrined to get to WallyWorld come hell or dead aunties? Yeah, don't be that guy. No one in that family was having any fun.
  2. Don't try to pack too much in. A vacation is not meant to be all about checking sights off a list or dashing from place to place to fit in as much as humanly possible. It's about enjoying yourself.

    So do that. Enjoy yourself. Take a hint from the Italian concept of la bel far' niente—the beauty of doing nothing—and take a break from the sightseeing every once in a while.

    Leave some time to stop and sip the cappuccino.

Share this page

Intrepid Travel 25% off

Search ReidsItaly.com

  • Reliving the ROME of the Caesars at the Colosseum and Roman Forum (Day 2)
  • St Peter's, The Sistine Chapel, & the Vatican Museums in ROME (Day 3)
  • ROME's Pantheon, Trevi Fountain, and the Spanish Steps (Day 1)
  • The ancient ghost city of POMPEII (Day 4)
  • Capri & the AMALFI COAST (Day 4)
  • Boticelli's Birth of Venus at the Uffizi in FLORENCE (Day 6)
  • Climbing Brunelleschi's Dome on the cathedral of FLORENCE (Day 6)
  • Sipping wine in the CHIANTI (Day 7)
  • Climbing the Leaning Tower of PISA (Day 7)
  • Touring that Medieval Manhattan town of towers SAN GIMIGNANO (Day 7)
  • Michelangelo's David at the Accademia in FLORENCE (Day 8)
  • Giotto's frescoes in ASSISI (Day 9)
  • Hiking the Cinque Terre on THE ITALIAN RIVIERA (Day 10)
  • Crusing the Grand Canal of VENICE (Day 11)
  • The glittering cathedral of St. Mark's VENICE (Day 12)
  • Leonardo da Vinci's Last Supper in MILAN (Day 14)
  • A day on LAKE COMO (Day 15)

Useful links
Train tix

Shortcuts to popular planning sections:

Airfares, Cars, Trains, Tours, Packages, Cruises, Lodging, Itineraries, Info, Packing, Prep, Comm

Follow ReidsItaly
Follow ReidsItaly on Twitter  Join the ReidsItaly fan page  Follow Reids Italy Adventures blog